Montreal History Tour: Explore Sin City's Jazz Era

Step back in time and explore Montreal’s Sin City era and golden age on a captivating walking tour. Discover the notorious nightlife, famous musicians, and colorful characters that made this city a hub of vice and pleasure. Uncover the transformation of the old Red Light District into the vibrant Quartier des Spectacles. Don’t miss out on this fascinating journey through Montreal’s unique history!

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Saint Laurent Boulevard - Meet your guide near the intersection of St. Laurent Blvd./Ste. Catherine St., right in the heart of Montreal’s old Red Light District. Explore the surrounding vicinity and hear the fascinating stories of the illicit activities that used to mark this area of town.
  • Quartier des Spectacles - Explore the Quartier des…
What's Included
  • Local, certified guide with the mandatory city guide permit
  • Recommendations of things to see/do/eat in Montreal curated by MTL Detours founder Lesley
  • MTL Detours is a 100% locally owned and operated small independent tour company
  • Exclusive small-group of only 10 people
  • Unique parting gifts
What's Not Included
  • Gratuities - tips are optional but very appreciated
  • Hotel pick-up or drop-off. All guests must make their way to our meeting location on their own.
Additional Information

While prohibition put a damper on the early 20th century in the USA and elsewhere in Canada, the booze kept flowing freely in Montreal and it quickly became known as “Sin City” and “Paris of the North”. Visitors flocked here to indulge in the notorious nightlife and raucous times. Whatever the vice or pleasure, it could be found in Montreal. Our…

Location
Théâtre St-Denis
Rue Saint-Denis
Meet your guide outside of 1594 rue Saint-Denis, on the sidewalk. Please arrive 10 minutes in advance. Note that the tour starts on time and we don't wait for latecomers.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(9 Ratings)
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O2794bkrobertp
Jul 13, 2024
Do this tour - Super great tour of Montreal’s past and progress since Loved the guides joy of the city. Great walking tour of the evolution of what gave and gives Montréal its “it” factor
Review provided by Tripadvisor
Mariejos_ec884
Jun 2, 2024
Montreal and its frosty side - My colleagues and I loved our guided tour on the theme of "the city of sin and the golden age of Montreal". Our guide Isabelle made us relive this vibrant era on foot, in images and in music! A real interactive outdoor history lesson!
Review provided by Tripadvisor
Sherrysf4262gu
May 4, 2024
One of the best walking tours I have done - An excellent tour chockfull of information, so many wonderful interesting insights into seemingly ordinary buildings. Very much appreciated the final gifts at the end as well! One of the best walking tours I have ever been on.
Review provided by Tripadvisor
1122diesel
May 4, 2024
Best walking tour - Our tour guide was incredible. So much knowledge and a deep understanding of many eras and moments in Montreal’s colourful history! Will recommend to any friend who visits your beautiful city! Well done! ❤️
Review provided by Tripadvisor
Jo_r
Apr 24, 2024
A hidden side of Montreal!!! - Great tour guide!!! So enthusiastic and full of insider info. I’m from Montreal and I learned so much about historical characters and shenanigans!!! From the jazz scene to prohibition and the renowned bank robber machine gun Molly! I would do it again!!!
Review provided by Viator
Suzakabruiserg
Apr 8, 2024
Super Interesting! - Very engaging and friendly guide. Tour was super interesting and filled with lots of history on Montreal's seedy underside.
Review provided by Tripadvisor
Kim_c
Apr 7, 2024
A truly unique tour! - Super-unique tour all about Montreal’s ( somewhat) hidden history. The most knowledgeable and passionate guide helped it all come to life with the help of the MEM ( starting point of the tour), historic landmarks, photographs and even music from the era. Really interesting tour!
Review provided by Viator
Petervi2920rz
Apr 7, 2024
I loved it and recommend this walking tour to anyone else - I had such a good time on this waking tour. I thought I knew a lot about the Sin City nature of Montreal, as there have been books on it etc., but the guide was so knowledgeable about the area there wasn't enough time for her to tell us everything she knew. Most of it was new to me, almost all of it. I'd recommend this to anyone, tourists and Montrealers alike, anyone who wants to know a bit more about this quartier and some of the rich history of Montreal.
Review provided by Tripadvisor
Daydream470531
Apr 6, 2024
5 starts Montreal walking tour - Whether you are new to Montreal or have been living here your whole life: I promise that you will have an amazing time on this tour!! This is the third time I am doing a tour with MTL Detours, and, just as on the previous tours, I was blown away by the captivating stories about the MTL our guide Isabelle shared with us over the two hours we spent walking around the area. So much fun and so much I got to learn. Montreal is an amazing city, but after a tour like this, it is even more fascinating to me. Book the tour. Thank me later 😉
Review provided by Tripadvisor